Title: Book the Best HISTORIC Hotels in Montepulciano in 2026 | Expedia.ca [Montepulciano Travel Guide](https://expedia.ca/Montepulciano.dx601351)[Hotels in Montepulciano](https://expedia.ca/Montepulciano-Hotels.d601351.Travel-Guide-Hotels)[Vacation Rentals in Montepulciano](https://expedia.ca/Montepulciano-Vacation-Rentals.d601351.Travel-Guide-VacationRentals)[Flights to Montepulciano](https://expedia.ca/Cheap-Flights-To-Montepulciano.d601351.Travel-Guide-Flights)[Things to do in Montepulciano](https://expedia.ca/Things-To-Do-In-Montepulciano.d601351.Travel-Guide-Activities)[Montepulciano Car Rentals](https://expedia.ca/Car-Rentals-In-Montepulciano.d601351.Car-Rental-Guide)[Montepulciano Vacation Packages](https://expedia.ca/Montepulciano.d601351.Destination-Travel-Guides) ![Montepulciano featuring landscape views, heritage architecture and a city](https://images.trvl-media.com/place/601351/8e058793-a90b-4fbe-bc1c-fe0b632a5e96.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Montepulciano from CA $139 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Montepulciano Historic Hotels Tonight [Dec 25 - Dec 26](https://www.expedia.ca/Hotel-Search?regionId=601351&startDate=2025-12-25&endDate=2025-12-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 26 - Dec 27](https://www.expedia.ca/Hotel-Search?regionId=601351&startDate=2025-12-26&endDate=2025-12-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=601351&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=601351&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Montepulciano historic hotels ![Lobby](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/093ed3b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Suite, 2 Bedrooms](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/c477a48b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/36720704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/124b8b86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residenza Fabroni [](https://www.expedia.ca/Montepulciano-Hotels-Residenza-Fabroni.h8204306.Hotel-Information) Montepulciano 8.8/10 Excellent (94) "gorgeous historical property, very attentive host, great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah CA $120 CA $139 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Montepulciano-Hotels-Residenza-Fabroni.h8204306.Hotel-Information) ![55-inch Smart TV with satellite channels, TV, Netflix](https://images.trvl-media.com/lodging/4000000/3550000/3547700/3547611/e99138c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, Hot Tub](https://images.trvl-media.com/lodging/4000000/3550000/3547700/3547611/b824bd49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite](https://images.trvl-media.com/lodging/4000000/3550000/3547700/3547611/6770de59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free toiletries, hair dryer, bathrobes, slippers](https://images.trvl-media.com/lodging/4000000/3550000/3547700/3547611/28ba7ad7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palazzo Carletti [](https://www.expedia.ca/Montepulciano-Hotels-Palazzo-Carletti.h3547611.Hotel-Information) Montepulciano 9.8/10 Exceptional (241) "Excelente hotel." ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) jorge [](https://www.expedia.ca/Montepulciano-Hotels-Palazzo-Carletti.h3547611.Hotel-Information) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/35000000/34730000/34724300/34724206/b24d7de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels](https://images.trvl-media.com/lodging/35000000/34730000/34724300/34724206/88341026.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34730000/34724300/34724206/d4ba20a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34730000/34724300/34724206/cf1efb33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dragoncello Suite with four-poster bed [](https://www.expedia.ca/Montepulciano-Hotels-Tarragon-Suite-Of-The-Dimora-DellErbe.h34724206.Hotel-Information) Montepulciano 10/10 Exceptional (3) "My husband and I stayed here for our honeymoon/babymoon and had the BEST time! Francesca was so kind and helpful from start to finish. Our only regret is that we didn't stay here longer!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katija S. CA $242 CA $242 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Montepulciano-Hotels-Tarragon-Suite-Of-The-Dimora-DellErbe.h34724206.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/8000000/7780000/7778900/7778813/9815a198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/8000000/7780000/7778900/7778813/ff5236c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/8000000/7780000/7778900/7778813/ac6c76e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double or Twin Room | View from room](https://images.trvl-media.com/lodging/8000000/7780000/7778900/7778813/fdc14dbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antico Granaione [](https://www.expedia.ca/Rapolano-Terme-Hotels-Antico-Granaione.h7778813.Hotel-Information) Rapolano Terme 9.8/10 Exceptional (60) "old fashion building, clean and affordable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Irene CA $259 CA $292 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Rapolano-Terme-Hotels-Antico-Granaione.h7778813.Hotel-Information) ![Sauna, hot tub, steam room, massages](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/cea3a0e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/b2055c17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/025dd887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, hot tub, steam room, massages](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/8d91f199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monastero di Cortona Hotel & Spa [](https://www.expedia.ca/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.Hotel-Information) Cortona Old Town 10/10 Exceptional (255) "Excellent hotel Staff very knowledgeable and friendly Loved everything about our stay and will return. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Florence and Robert CA $415 CA $463 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1670000/1664000/1663916/22c9fd1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1670000/1664000/1663916/1ee50c7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1670000/1664000/1663916/6bfc0883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1670000/1664000/1663916/12f79b6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Italia [](https://www.expedia.ca/Cortona-Hotels-Hotel-Italia.h1663916.Hotel-Information) Cortona Old Town 9.0/10 Wonderful (287) "The hotel amenities, comfort, hospitality are top notch. Should easily be a 4-star hotel! " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Neha [](https://www.expedia.ca/Cortona-Hotels-Hotel-Italia.h1663916.Hotel-Information) ![2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/9ace3d4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/8826686a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/7c5ee645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (Sant'Anna)](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/8e24bdea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castiglion del Bosco, A Rosewood Hotel [](https://www.expedia.ca/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information) Montalcino 10/10 Exceptional (70) "Wonderful stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Talib CA $1,853 CA $2,055 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/9d4ea066.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/bbe8b3b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, internet](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/2513fe04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/2598e840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA CHIGI - Seven Bedroom Villa, Sleeps 14 [](https://www.expedia.ca/Buonconvento-Hotels-VILLA-CHIGI-Seven-Bedroom-Villa.h48711007.Hotel-Information) Siena CA $9,637 CA $9,637 total includes taxes & fees Dec 27 - Dec 28 [](https://www.expedia.ca/Buonconvento-Hotels-VILLA-CHIGI-Seven-Bedroom-Villa.h48711007.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/22000000/21340000/21339500/21339462/871f6677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21340000/21339500/21339462/58ed140d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/22000000/21340000/21339500/21339462/521d6cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21340000/21339500/21339462/9b9504e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello di Gargonza [](https://www.expedia.ca/Monte-San-Savino-Hotels-Castello-Di-Gargonza.h21339462.Hotel-Information) Monte San Savino 9.2/10 Wonderful (39) "All of the hotel staff did an outstanding job. Our room had everything we needed and the restaurant was great. Breakfast was exceptional. Special shoutout to Neri, the owner, for taking such good care of us. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane [](https://www.expedia.ca/Monte-San-Savino-Hotels-Castello-Di-Gargonza.h21339462.Hotel-Information) ![Single Room, 1 Single Bed, Private Bathroom, City View | View from room](https://images.trvl-media.com/lodging/24000000/23070000/23063500/23063422/6b57812f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden view](https://images.trvl-media.com/lodging/24000000/23070000/23063500/23063422/9395e2d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/24000000/23070000/23063500/23063422/6bac2565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Triple Room, Private Bathroom, City View | Exterior](https://images.trvl-media.com/lodging/24000000/23070000/23063500/23063422/fe6f317e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### B&B San Francesco [](https://www.expedia.ca/Cortona-Hotels-BB-San-Francesco.h23063422.Hotel-Information) Cortona Old Town 8.8/10 Excellent (55) "The B&B is charming, the location is perfect, and Beatrice and the staff are so nice!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria [](https://www.expedia.ca/Cortona-Hotels-BB-San-Francesco.h23063422.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-08&endDate=2026-01-09®ionId=601351&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Montepulciano Hotel Reviews ![Palazzo Nobile di San Donato](https://images.trvl-media.com/lodging/11000000/10390000/10385900/10385853/25d78afd_y.jpg) ### Palazzo Nobile di San Donato 10/10 Excellent "The staff were very friendly. We enjoyed a lovely breakfast made to order and the hospitality was exceptional. " [](https://expedia.ca/Montepulciano-Hotels-Palazzo-Nobile-Di-San-Donato.h10385853.Hotel-Information) ![Residenza Fabroni](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/093ed3b4_y.jpg) ### Residenza Fabroni 10/10 Excellent "gorgeous historical property, very attentive host, great location" [](https://expedia.ca/Montepulciano-Hotels-Residenza-Fabroni.h8204306.Hotel-Information) ![Relais Villa Grazianella - UNA Esperienze](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/8b3fbbcc_y.jpg) ### Relais Villa Grazianella - UNA Esperienze 10/10 Excellent "Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!" [](https://expedia.ca/Montepulciano-Hotels-Relais-Villa-Grazianella-UNA-Esperienze.h4310479.Hotel-Information) ![Albergo San Biagio](https://images.trvl-media.com/lodging/4000000/3230000/3224200/3224141/c85acee6_y.jpg) ### Albergo San Biagio 10/10 Excellent "gorgeous spot below the town, what an incredible view from the balcony " [](https://expedia.ca/Montepulciano-Hotels-Albergo-San-Biagio.h3224141.Hotel-Information) ![Podere La Rocca](https://images.trvl-media.com/lodging/6000000/5140000/5136800/5136719/26ddd5ee_y.jpg) ### Podere La Rocca 10/10 Excellent "Awesome.place to be and Antonio is a star at the restaurant." [](https://expedia.ca/Montepulciano-Hotels-Podere-La-Rocca.h5136719.Hotel-Information) ![Hotel I Due Cigni](https://images.trvl-media.com/lodging/2000000/1260000/1250300/1250287/34bbee35_y.jpg) ### Hotel I Due Cigni 10/10 Excellent "Love, love, loved this hotel. Perfect location, superb breakfast, absolutely wonderful family run hotel! I highly recommend staying at this hotel and visiting the area. Easy to get around with a car or utilizing the bus system. Definitely will stay here again. Thank you, Simonetta, Mateo, Anna and the dad for a wonderful stay." [](https://expedia.ca/Montepulciano-Hotels-Hotel-I-Due-Cigni.h1250287.Hotel-Information) ![Hotel La Terrazza di Montepulciano](https://images.trvl-media.com/lodging/4000000/3810000/3801900/3801871/2cd509e0_y.jpg) ### Hotel La Terrazza di Montepulciano 10/10 Excellent "Perfect location - could walk everywhere. Roberto and his wife were incredible hosts. They treated us like family. They served us a delicious breakfast, gave us information about restaurants and wine tastings, provided help with transportation. We hope to return soon. This place is a gem. The hosts make it very special. " [](https://expedia.ca/Montepulciano-Hotels-Hotel-La-Terrazza-Di-Montepulciano.h3801871.Hotel-Information) ![Palazzo Carletti](https://images.trvl-media.com/lodging/4000000/3550000/3547700/3547611/e99138c8_y.jpg) ### Palazzo Carletti 10/10 Excellent "Beautiful hotel in a beautiful little town. Staff was very nice and helpful; breakfast was excellent and check in communication was top notch." [](https://expedia.ca/Montepulciano-Hotels-Palazzo-Carletti.h3547611.Hotel-Information) ![Il Grifo Hotel e Bisteccheria Toscana](https://images.trvl-media.com/lodging/3000000/2530000/2525400/2525323/504ce65a_y.jpg) ### Il Grifo Hotel e Bisteccheria Toscana 10/10 Excellent "Staff was exceptional." [](https://expedia.ca/Montepulciano-Hotels-Il-Grifo-Hotel-E-Bisteccheria-Toscana.h2525323.Hotel-Information) ## Frequently asked questions ### What should a history buff expect from a stay in Montepulciano? ### What's the best accommodation in Montepulciano to absorb the local history? ### How many historically relevant hotels are there in Montepulciano? ### What are the must-see historical sites and other places to visit in Montepulciano? ### What is a historic hotel like in Montepulciano? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Montepulciano have modern facilities? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Val d'Orcia ](https://www.expedia.ca/4Star-Val-DOrcia-Hotels.s40-0-d6047918.Travel-Guide-Filter-Hotels) - [5 Star Hotels in La Foce ](https://www.expedia.ca/5Star-La-Foce-Hotels.s50-0-d6077925.Travel-Guide-Filter-Hotels) - 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